HIGH 5
55.00 Ft
$28,000 - $35,000 / per Week
Price: $28,000 - $35,000 / Per Week
Length: 55.00 Ft
Guests: 8
Speed: 10 knots Knots
Cabins: 4
Build year: 2023
Refit year: None
Crew: 2
King Cabin: 0
Queen Cabin: 4
Double Cabin: 0
Twin Cabin: 1
Single Cabin: 0
Pullman Cabin: 0
About HIGH 5
High 5 will accommodate 8 charter guests in 3 spacious queen cabins and 1 sprawling master cabin for those who desire more space. She is a 2023 sailing catamaran offering Starlink, 70 HP tender, a hard top, hydraulic lift, SeaDek, solar panels, air conditioning, water maker, ice maker, full sized refrigerator, a fully customizable menu, ecofriendly and reef safe toiletries, a bar stocked to guest preference, coffee/espresso machine, rendezvous scuba diving, snorkeling gear, underwater scooters, subwing, wakeboard, 2 stand up paddle boards, 10 ft. floating dock, pool noodles, fishing gear, board and card games, television in the salon, Fusion 3 Bluetooth enabled sound system and High 5 giveaways.
Rates
High Rate: $35,000 per week
Low Rate: $28,000 per week
Rates are : Inclusive
Taxes, re-location fees, cruising permits and licenses may be extra. Please verify with clearing house
No captain only
Pickups outside of the BVI have a relocation fee that is non commissionable.
SAINT MARTIN / SAINT BARTHS RELOCATION FEE:
Relocation fee of $4000, minimum 72 hour turn required on either side of charter dates for boat transit. Please inquire for availability.
Pickup in St Thomas is $500. Dropoff in St Thomas is $500. $1000 for R/T St Thomas.
Windward Islands inquire for availability and relocation fee.
● MINIMUM NIGHTS: 4
● LESS THAN 7 NIGHT CHARTER RATES: For 6-night charters, divide the weekly rate by 7 nights X 6 nights.
● SLEEP ABOARD:1/2 the daily rate. Dinner ashore at client's expense. Includes; boarding after 4pm, welcome cocktail and breakfast the next morning and early start. For 6+ nights divide by 7 and 5 or less divide by 6.
● HALF-BOARD OPTION: $100 discount per person
Includes 7 breakfasts, 4 lunches, & 3 dinners, all other meals to be eaten ashore at the client's expense.
● LOCAL FARE OPTION: $75 discount per person
Includes 7 breakfasts, 5 lunches & 6 dinners, all other meals to be eaten ashore at client's expense.
● CHILD DISCOUNT: $100 discount per child under 12 for 7 night charters, pro rated for shorter charters.
● HOLIDAY RATES:
2026 Christmas: Flat rate of $37,400 for 2-8 guests and a 7-night minimum. Must end no later than Dec 26th.
2026 NEW YEARS: Flat rate of $47,000 for 2-8 guests and a 7-night minimum. Must begin no sooner than Dec 28th.
● EMBARKATION: 12PM
● DISEMBARKATION: 12PM
●TURN AROUNDS:
48-hour turn arounds required - inquire for 24-hour turns
● New Winter Season Rates begin when the new seasons starts on November 1 each year.
● ALL-INCLUSIVE RATE INCLUDES:
Meals & Beverages onboard
Fuel
Mooring fees
Private Yacht & Service of the crew (captain, chef/mate)
Insurance for the yacht and the passengers (civil liability)
Accommodation in private air-conditioned cabins each with an ensuite bathroom and
bedding, towels, and beach towels.
TOYS ONBOARD:
Tube
Stand Up Paddle Boards
Snorkel gear
Floating Mats
Wakeboard
● ALL-INCLUSIVE RATE DOES NOT INCLUDE:
Special provisioning requests (inquire for further details)
Cancellation insurance and private insurance
Airport transfers to/from yacht base
Personal Expenses
● CONTRACT SPECIAL CONDITIONS:
1. The charter fee includes British Virgin Islands (BVI) taxes, fees, permits and/or National Park fees and/or Customs and Immigration fees.
2. Onboard Wifi is included, however data rates cannot be guaranteed since the yacht is moving and on the ocean.
3. Should the Charterer have any complaints about the Yacht or the Crew they shall notify the captain in the first instance and, if the matter is not resolved within 12 hours, shall notify the Owner in writing through the Broker as soon as possible, who shall try to remedy the matter, the owner shall have no liability whatsoever in respect of any complaints which the Owner has not been notified within 48 hrs of the occurrence of the circumstances giving rise to the complaint.
4. Travel insurance and Cancellation/Curtailment insurance is highly recommended and should be sourced by the Charterer.
5. Crew gratuity (customary 15 - 20% of the Charter Fee for great service) is additional and at the CHARTERER's discretion. This gratuity should be given at the end of the Charter Period and prior to disembarking the Yacht.
6. Although every effort will be made to maintain the same crew throughout the season, with any crewed Yacht there is the possibility of a Crew change in the lead up to the Charter Period.
7. Any tandem charter involving multiple yachts requires the guests that paid for a specific yacht and are on that yachts manifest to be the only guests on that yacht during meal services, while underway, and overnight sleeping. This is due to safety and maritime requirements.
8. CHARTERER accepts responsibility for all guests they bring on the charter regarding any damages, accidents, or injuries in accordance with the contract as if those guests were listed as CHARTERERS on the contract.
Summer Base Port: BVI
Summer Operating Area: BVI / USVI / SXM
Winter Base Port: BVI
Winter Operating Area: BVI / USVI / SXM
From June 1 through August 15, High 5 will be operating in the Windward Islands and Grenadines. Preferred pick-up is Port Louis Marina, Grenada or St. Vincent, with flexible pick-up and drop-off options available in St. Lucia and throughout the Grenadines. No relocation fee applies during this operating window. Please inquire for preferred routing and availability.
Availability
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Crew Profiles
Captain Jordache KirstenSouth African
English, Afrikaans
RYA Yachtmaster Offshore Commercial 200GT, STCW, ENG1, Powerboat Level 2 Commercial, RYA Radar, VHF Operator’s License
Captain Jordache brings a calm, capable, and guest-focused approach to life on the water, shaped by eight years in the maritime industry and extensive experience across both power and sailing vessels. His style is relaxed but highly attentive, combining strong seamanship, clear judgment, and an easygoing presence that helps guests feel safe, comfortable, and fully at ease from the moment they step aboard.
Jordache began his maritime career skippering a 55-foot power transfer vessel, building a strong foundation in vessel handling, situational awareness, and guest service. Over the past six years, he has focused primarily on sailing catamarans, including multiple charter seasons in the Caribbean and additional experience in Mozambique, Zanzibar, Australia, Fiji, and along the South African coastline. His recent experience includes BVI charter yachts such as Bali 4.8, Bali 5.4, and Lagoon catamarans.
One of Jordache's most memorable passages was a Cape Town to Sint Maarten delivery at the end of 2025, covering approximately 5,800 nautical miles via St. Helena, Brazil, Guadeloupe, and Sint Maarten. Across his career, he has logged more than 17,000 nautical miles, including deliveries between the BVI, Bahamas, Grenada, St. Vincent, Fiji, Mozambique, and South Africa.
Commercially endorsed to operate sailing yachts up to 24 meters / 200GT, Jordache places safety at the center of every trip while maintaining a relaxed and welcoming onboard atmosphere. He enjoys shaping each charter around the guests — whether that means active sailing, deep snorkeling, and lesser-known anchorages, or slower days built around long lunches, quiet bays, swimming, and time to simply enjoy the water.
Known for his steady leadership, warm personality, and intuitive understanding of guest preferences, Jordache creates charter experiences that feel personal, fun, and effortlessly well-run. His goal is for guests to remember the week not only for the professionalism behind it, but for the sense of freedom, ease, and enjoyment that defines a great time at sea.
Chef Kayla Moneypenny
American
English
STCW, ENG1, Food Safety at Sea Level 2
Chef Kayla brings a calm, grounded approach to hospitality, shaped by her Alaskan roots and lifelong connection to the ocean. Her culinary style is defined by clean flavors, thoughtful sourcing, and a deep respect for high-quality ingredients, allowing each dish to feel fresh, balanced, and quietly elevated.
With more than a decade of experience across restaurants, yachts, and luxury hospitality, Kayla's cooking is guided by curiosity, travel, and hands-on experience at sea. Her cuisine weaves together Asian, Mediterranean, North American, and Caribbean influences, creating meals that feel refined, nourishing, and approachable.
Known for her warm presence and intuitive service style, Kayla creates highly personalized experiences tailored to each guest's preferences and lifestyle. Her philosophy centers around nourishment, ease, and intention, with meals that feel indulgent without being heavy.
Kayla is also NASM-certified in Personal Training and Pilates, reflecting her passion for health, wellness, and active living. She enjoys incorporating wellness-focused elements into the charter experience through balanced cuisine, movement, and thoughtful hospitality that complements life on the water.
With current STCW certification and a Level 2 Food Hygiene and Safety Certificate, Kayla brings polished professionalism, relaxed confidence, and genuine care to every charter.
Jordache Kirsten
Captain
Kayla Moneypenny
Chef
You did an amazing job making our yacht an idyllic vacation destination.
Tom & Mollie, (Hot Tamale). You did an amazing job making our yacht an idyllic vacation destination. But the best part was you two - you welcoming spirit and enthusiasm for making our family vacation and Christmas so memorable! Tom, you are such a calm, confident skipper and we loved our sails this week. You take such meticulous care of the boat! Mollie, the food was absolutely amazing and every day blew us away! We come away with so many memories - barracuda, amazing latte, back flips, the caves, tubing, snorkeling everywhere, all of it!
You guys are the best!
Carey, Dan, Cooper, Brady, Ben
You are so awesome
You are so awesome! Thank you for being so welcoming and making this boat feel like home! You the best!
-Liberty
What an amazing charte
What an amazing charter! Thank you sooo much for sailing with us in BVI.
Read MoreWe will be back
You guys were so awesome! Hot Tommollie are an awesome team! We will be back.
- Matt
Thank you both so much
Thank you both so much! Teaching cocktails, baking cake, snorkeling and eating the best meals ever! Stay in touch!
Read MoreMarch 2025
Thank you so much for your genuine hospitality. You have far exceeded our expectation of our trip. You made sure all of our needs were met and made sure we had a fun time. Our boys will always remember their time on High 5. Thank you for knowing what we needed before we even knew it. You were the perfect pair for our group.
Read MoreMarch 2024
Our trip on the High 5 with Mollie and Tom exceeded our highest dreams. Thanks for all you guys did t make this trip with our family so special!
Thank you for such a wonderful trip on High 5. Everything has been first class - the food, the fun, and all the great company. Hot Tamale is the best captain/crew duo in the BVI! We will not forgot you guys.
5 stars for the High 5. Thanks for everything.
January 2025
Umbi & Daryl,
We had the most amazing week with you on High Five! Thank you for taking us to all of the great spots to snorkel, swim and have fun. The food was incredible, and it was a treat to be so cared for with your culinary creations. Brookie for the win! Most of all, thank you for your kindness and warmth. It’s a week to remember. Thank you! Xo
January 2025
Omg! What an amazing trip! Umbi made everything go seamlessly. We asked, and it appeared. Even the wind. It’s not a vacation for me if I don’t get to sail. And Daryl took my gluten free & dairy free needs as an exciting challenge, and I ate like a Queen. I’m afraid to get on the scale when I get home. And the food was healthy, made from scratch. We all ate like Kings & Queens! None of us want to go home to the ice, snow & cold. We will be back, not soon enough. Thank you, Umbi & Daryl!
It was just heaven right here on earth. Daryl and Umbi, I can’t thank you enough for taking me to heaven with your kindness and care. You gave us a week that we will remember forever.
It was a week we will never forget
Our family had a dreamy week. Tom and Mollie were the most wonderful hosts, catering to our every need in the most comfortable, gracious manner. The boat accommodated us all so comfortably and was perfectly appointed so that we could take full advantage of relaxing among the natural beauty around us. We were so well taken care of from start to finish, from our fabulous itinerary, our sails, our excursions, and the amazing food and drinks, it was a week we will never forget.
We are already thinking of when we get back on board with Tom and Mollie!
Family Vacation aboard the High 5
Our family of five spent a week aboard the High 5 catamaran over Christmas. The kids are 22, 19 and 16. It was definitely one of our most memorable, and our most favorite vacations! Our hosts were absolutely superb! Leandri was an amazing chef who cooked and tailored all of her meals towards our wants and needs. Westley was a fantastic captain and really showed us a great time around the islands.
We can’t wait to do it again!!!!!
Excellent Experience
Wesley was a knowledgeable skipper. The High Five (our chartered catamaran) was clean and well-maintained. Lee prepared world class food. (Fresh, ample and varied dining options for all of our family members, especially those with food allergies). We’ll be back!
Read MoreBucket list trip completed! 5+ ⭐️’s
This trip was a Bucket List item that I’ve been wanting to do for years! Captain Westley and Chef Leandri helped make this a reality and a trip we will never forget!
From the moment of waking up, they had a coffee or juice at the ready for us! Throughout the rest of the day, they made sure our needs were met.
I had recently been diagnosed with a severe food allergy (that isn’t well known) and Leandri was able to shift gears and ensure that I didn’t have to worry about my allergy. This level of care allowed me to focus on the trip and the experience. This meant the world to me, and I’ll forever be grateful! The food was next level, varied, and delicious! While I’m not a big seafood person, she is the reason I now like Tuna!
From the get go, I could tell right away that we were in safe hands with a knowledgeable captain who loves what he does. He was very patient and answered any questions that we had relating to the trip, the boat, the islands, etc. This type of vacation can make or break a trip, depending on the captain, I can say with confidence that we would feel safe and enjoy ourselves if we were to sail across the Pacific Ocean with this crew!
We look forward to booking another trip with the Yacht Vacation Company and without a doubt request that our new friends, Westley and Leandri, be the crew that makes another trip memorable!
Best family vacation ever on High Five!
16 of us, ages 86 to 11 rented two catamarans, High Five with Westley and Leandri and Whiskey Sunset with James and Phee. I was a passenger on High Five so this is a huge thank you to the crew for their expert knowledge, shipmanship, cooking, and care of their guests. We could not be more grateful!!
It was my parents’ 60th wedding anniversary and my husband’s 60th birthday so celebrations were constant and they warmly accommodated all of the fun!
These two South African crew members are delightful! My nephew and dad were under the weather and Leandri couldn’t have been more warm in her care of each of them—even providing vitamin C fizzy concoctions to help their recovery.
My healthy parents are in their 80s and Leandri and Westley were so attentive to their comfort—especially their movements on the rocky boat or boarding the dingy.
The ten year old is a bit fussy about her meals and Leandri befriended her on day one and accommodated her “no sauce” and other requests. Her dad said she’s never eaten so much on a trip. Truly all due to Leandri’s attentiveness and kindness.
Westley captains a safe, clean and beautiful boat. He accommodates the guest requests in finding whatever you want—whether it’s quiet remote snorkeling spots or popular places like the Baths. He has you covered.
I can’t say enough about the strength of these two as a pair. They often worked nearly invisibly and let family have uninterrupted time catching up yet they were always present to help us and answer questions.
Awesome vacation!
We had Captain Westley and Leandri who were the absolute best. Captain Westley was very knowledgeable and able to answer all of our questions. We had several allergies onboard and Leandri took all of them into account and still managed to make the BEST meals! We would absolutely recommend them and the company was great as well.
Read MoreApril 2024
Mollie & Tom (AKA "Hot Tamale"!) Thank. you so much for an amazing and much needed vacation! Your hospitality, humor, planning and food were all 5 star! Loved every minute of this trip with you and am so incredibly grateful. I truly hope you will keep in touch and look forward to seeing you in the future!
Read More